Gen6 , says synchronizing, but only for a couple seconds and dosn't sync

If my iTunes is recognizing the ipod but when I hit the synchronized button it only sinks for a couple of seconds and it does not add any of the new music or change anything on the ipod.

This is the first time I've connected the ipod to my iTunes in probably at least 7 years. Wanted to add some new music to it.

Is any ideas or help?