My itunes wont sync my ipod songs and movies to my new macbook

i have tried to sync my ipod and backup but it has only done one song that was an old dance song from class... i only have over 2000 songs ... and i have gotten them all from cds or mates cds or bump and than had put them on my windows computer but i have transfered to a macbook pro and it wont let me put all my songs on my itunes

I had this problem with an old shuffle. So I used the old fashioned method. Select the music and drag and drop it into you iPod this worked for me

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