diff --git a/protobuf/build.gradle b/protobuf/build.gradle
index b45a91f..eb9fd29 100644
--- a/protobuf/build.gradle
+++ b/protobuf/build.gradle
@@ -43,7 +43,7 @@ protobuf {
     }
 }
 
-task packPythonGrpc(type: Zip) {
+task packPythonGrpc(type: Zip, dependsOn: protobuf.generateProtoTasks.all()) {
     from protobuf.generatedFilesBaseDir + '/main/python'
 }
 
diff --git a/protobuf/grpc_plugins/grpc_python_plugin_1.28.1-osx-x86_64 b/protobuf/grpc_plugins/grpc_python_plugin_1.28.1-osx-x86_64
old mode 100644
new mode 100755