Mac Trash contents are not visible in Windows Recycle Bin

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Symptoms

I put some files to Mac Trash but Windows Recycle Bin is still empty even though Merge Recycle Bin with Trash sharing option is enabled

Cause

macOS Catalina 10.15 introduced more privacy restrictions, Parallels Desktop application needs Full Disk Access to have Mac Trash and Windows Recycle Bin merged.

Resolution

  1. On Mac menu bar click on Apple logo > System Preferences > Security & Privacy > unlock    > on the left side scroll down to Full Disk Access menu > on the right side check Parallels Desktop checkbox.
     
  2. Restart Parallels Desktop.

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