IPod apps will not sync

I am trying to add an app to my Ipod touch.  It is showing in itunes.  I click and drag it to the ipod image, hit apply, and then sync.  It says it has synced, but the new apps will not appear on the ipod.
What am I missing?

- Is the app compatible with your iPod?
- Do you have any Restrictions set that that prevent installing that app? Settings>General>Restrictions
- Do you have the right boxes checked to drag and drop the app?
iTunes 11 for Windows: Set up syncing for iPod, iPhone, or iPad
- Have you successfully added apps to the iPod from this iTunes library before?
- What happens when you try to directly download the app on the iPod by:
Downloading past purchases from the App Store, iBookstore, and iTunes Store

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