Can't sync on iTunes

Greetings all,
For a few weeks now, I haven't been able to sync my phone completely. ITunes hangs on, "Waiting for items to copy". Not sure if it was simultaneous with upgrading to iOS5.
I also can't download apps from the store anymore. I get "Unable to download this application", regardless of the network I'm on.
Help!

And now when you unplug the iPod and try to listen to music it starts to play for a second and then just goes back to the menu. It is so frustrating and I have no idea what to do!! Please help!

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Can't sync on iTunes

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