Description of problem:
In csv, set olm.maxOpenShiftVersion to be 4.9
in metadata/properties.yaml, set olm.maxOpenShiftVersion to be 4.11
there will be two properties for olm.maxOpenShiftVersion: 
properties:
...
- type: olm.maxOpenShiftVersion
  value: "4.11"
- type: olm.maxOpenShiftVersion
  value: "4.9"

And seems the value olm.maxOpenShiftVersion to be 4.9 in csv is also take effect.

zhaoxia@xzha-mac 5.0.4 % oc get clusterversion
NAME      VERSION                              AVAILABLE   PROGRESSING   SINCE   STATUS
version   4.10.0-0.nightly-2021-10-25-190146   True        False         6h18m   Cluster version is 4.10.0-0.nightly-2021-10-25-190146
zhaoxia@xzha-mac new % oc get co operator-lifecycle-manager -o=jsonpath="{.status.conditions[?(@.type==\"Upgradeable\")].status}"
False%  


Version-Release number of selected component (if applicable):
zhaoxia@xzha-mac 5.0.4 % oc get clusterversion
NAME      VERSION                              AVAILABLE   PROGRESSING   SINCE   STATUS
version   4.10.0-0.nightly-2021-10-25-190146   True        False         6h18m   Cluster version is 4.10.0-0.nightly-2021-10-25-190146

How reproducible:
always

Steps to Reproduce:
1. configure olm.maxOpenShiftVersion in csv and metadata/properties.yaml
In csv, set olm.maxOpenShiftVersion to be 4.9
in metadata/properties.yaml, set olm.maxOpenShiftVersion to be 4.11

zhaoxia@xzha-mac 5.0.4 % grep olm.maxOpenShiftVersion manifests/cockroachdb.clusterserviceversion.yaml -B 2
metadata:
  annotations:
    olm.properties: '[{"type": "olm.maxOpenShiftVersion", "value": "4.9"}]'
zhaoxia@xzha-mac 5.0.4 % cat metadata/properties.yaml 
properties:
- type: olm.maxOpenShiftVersion
  value: "4.11"

2.build bundle image, and add in to index image
#opm alpha bundle build -d manifests -c alpha -p cockroachdb -t quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test -o=true
#docker push quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test
#opm index add -b quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test -t quay.io/xzhao/cockroachdb-index:jira-2130-test  -c docker
#docker push quay.io/xzhao/cockroachdb-index:jira-2130-test 

3, validate this bundle
zhaoxia@xzha-mac new % opm alpha bundle validate --tag quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test --image-builder docker
INFO[0000] Create a temp directory at /var/folders/0v/h_vdggrj5xlglg9r709mj3v40000gn/T/bundle-256078135  container-tool=docker
DEBU[0000] Pulling and unpacking container image         container-tool=docker
INFO[0000] running /usr/local/bin/docker pull quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test  container-tool=docker
INFO[0004] running docker create                         container-tool=docker
DEBU[0004] [docker create quay.io/xzhao/cockroachdb-operator:5.0.4-2130-test ]  container-tool=docker
INFO[0004] running docker cp                             container-tool=docker
DEBU[0004] [docker cp 7da98880ed8e39b781c427cfe8f8271cbfe608bba4559ff3c4fbc2b40c5cb989:/. /var/folders/0v/h_vdggrj5xlglg9r709mj3v40000gn/T/bundle-256078135]  container-tool=docker
INFO[0004] running docker rm                             container-tool=docker
DEBU[0004] [docker rm 7da98880ed8e39b781c427cfe8f8271cbfe608bba4559ff3c4fbc2b40c5cb989]  container-tool=docker
INFO[0005] Unpacked image layers, validating bundle image format & contents  container-tool=docker
DEBU[0005] Found manifests directory                     container-tool=docker
DEBU[0005] Found metadata directory                      container-tool=docker
DEBU[0005] Getting mediaType info from manifests directory  container-tool=docker
DEBU[0005] Found annotations file                        container-tool=docker
DEBU[0005] Could not find optional dependencies file     container-tool=docker
DEBU[0005] Validating bundle contents                    container-tool=docker
DEBU[0005] Validating "apiextensions.k8s.io/v1, Kind=CustomResourceDefinition" from file "charts.operatorhub.io_cockroachdbs.yaml"  container-tool=docker
DEBU[0005] Validating "/v1, Kind=Service" from file "cockroachdb-controller-manager-metrics-service_v1_service.yaml"  container-tool=docker
DEBU[0005] Validating "rbac.authorization.k8s.io/v1, Kind=ClusterRole" from file "cockroachdb-metrics-reader_rbac.authorization.k8s.io_v1_clusterrole.yaml"  container-tool=docker
DEBU[0005] Validating "operators.coreos.com/v1alpha1, Kind=ClusterServiceVersion" from file "cockroachdb.clusterserviceversion.yaml"  container-tool=docker
INFO[0005] All validation tests have been completed successfully  container-tool=docker


4, create catsrc and sub
zhaoxia@xzha-mac new % cat catsrc.yaml 
apiVersion: operators.coreos.com/v1alpha1
kind: CatalogSource
metadata:
  name: index-2130
  namespace: openshift-marketplace
spec:
  displayName: Test
  publisher: OLM-QE
  sourceType: grpc
  image: quay.io/xzhao/cockroachdb-index:jira-2130-test
  updateStrategy:
    registryPoll:
      interval: 10m
zhaoxia@xzha-mac new % cat sub.yaml 
apiVersion: operators.coreos.com/v1alpha1
kind: Subscription
metadata:
  name: test-operator-2130
  namespace: test-2130
spec:
  channel: alpha
  installPlanApproval: Automatic
  name: cockroachdb
  source: index-2130
  sourceNamespace: openshift-marketplace

5.check csv
zhaoxia@xzha-mac new % oc get csv -o yaml
apiVersion: v1
items:
- apiVersion: operators.coreos.com/v1alpha1
  kind: ClusterServiceVersion
  metadata:
    annotations:
...
      olm.operatorNamespace: test-2130
      olm.properties: '[{"type": "olm.maxOpenShiftVersion", "value": "4.11"}]'
      olm.targetNamespaces: test-2130
      operatorframework.io/properties: '{"properties":[{"type":"olm.maxOpenShiftVersion","value":"4.11"},{"type":"olm.package","value":{"packageName":"cockroachdb","version":"5.0.4"}},{"type":"olm.maxOpenShiftVersion","value":"4.9"},{"type":"olm.gvk","value":{"group":"charts.operatorhub.io","kind":"Cockroachdb","version":"v1alpha1"}}]}'
      operators.operatorframework.io/builder: operator-sdk-v1.3.0
      operators.operatorframework.io/project_layout: helm.sdk.operatorframework.io/v1
      repository: https://github.com/dmesser/cockroachdb-operator

6, check operator-lifecycle-manager Upgradeable status
zhaoxia@xzha-mac new % oc get co operator-lifecycle-manager -o=jsonpath="{.status.conditions[?(@.type==\"Upgradeable\")].status}"
False%

Actual results:
there are two value in olm.properties.

Expected results:
there is one value in olm.properties which is the value in metadata/properties.yaml.

according 
https://github.com/operator-framework/enhancements/blob/master/enhancements/properties.md#explicit-bundle-properties
If properties are defined, they take precedence over the values derived from the bundle contents. 

or "opm alpha bundle validate" "opm index add" "opm validate" report error.


Additional info: