Do I need to rebuild my desktop in OS X 10.9.5?

Since upgrading to Mavericks from Mountain Lion, I've had various quirks with files not finding applications correctly; e.g. if I right-click "open with" a JPEG file, select Photoshop, it then can not actually find the Photoshop application to open it ... I get a dialog box that says, "This application has been moved ... some settings need to be repaired", I click "repair now", but instead of opening with the Photoshop app already running, it opens a second instance of Photoshop (the same Photoshop app then shows in 2 places on the app icon bar). However, the file still won't open unless I then do "open" from the Photoshop drop-down menu and locate the file manually. Even though I had clicked "repair now", when I go back again later, the same problem repeats.

I know it's really an old OS Classic term, but I ask about "Do I need to rebuild my desktop in OS X 10.9.5", because repairing permissions and repairing the drive from the utility boot partition has no effect on this problem after trying that approach a couple of times. There must be some other system cache or library preferences file that needs to be cleared or repaired. Thanks in advance for any ideas.