no pop up when right click
If indeed you have a Mighty Mouse as pictured in that screenshot, it's possible that the capitative sensors aren't properly detecting the right click action.

The most common cause of this was still having your left-click finger on the mouse, or resting very close, which I recall confused the sensors a bit. Try right clicking with only one finger touching the mouse and see if that helps. If not, it's possible that it's simply a hardware failure.