I-pod wont sync new songs that were added on itunes....

this has been happening for over a month now where i connect my i-pod to my computer and the computer freezes. I am unable to even click anything on itunes becuase the program is frozen. I then unplug my i-pod from my computer and my computer goes back to normal yet now my i-pod is frozen, i then hold down the play/pause button on my i-pod to restart the i-pod. I then notice that still the songs have not been updated and no matter how many times i do this process over and over again it still doesnt change... how can i fix this so i can put new songs on my i-pod?

ignore above!
ive sorted it.
i coudnt see he 'done' button on the screen i kept getting.
just had to adjust my screen resolution, so i could see it and its all sorted now.

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