The best way is to use an ipod to Mac transfer program to help.I personally use AVCWare Mac iPod to iPod/Computer/iTunes Transfer.It helps me to copy my songs/videos/photos/playlists etc from ipod to Mac directly and safely.It works well for me,you can give it a try.Just download an iPod to Mac Transfer software which can transfer music and video between iPod and Mac, iPod and iTunes.
Hope it helps!
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