Apps don't work since sync, plus my music was deleted

Ok the last time I synced my iPod it deleted all of my music and all of the apps that I have that cost money don't work anymore, any ideas? I've synced it many times before an I have had iTunes since the very first iPod nano came out I AM NOT A NOOB so give me a real answer, I restarted reinstalled etc. HELP

try updating to the latest itunes and restoring

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