New or previously purchased apps won't sync even though they appear to be

When I attempt to sync a newly purchased or old app, the app icon appears on the virtual ipod screen in itunes, but then at the end of syncing and backing up, it disappears from the screen.  I've attempted several times and the same thing happens over and over again.  Please help!  I have the latest IOS 3.1.3  THANKS!

- Are the apps compatible with the iOS 3.1.3? Most new apps and app update are not compatible with iOS 3.1.3
- Do you have any Restrictions set that would prevent syncing? Settings>General>Restrictions

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