New playlist in iTunes will not update to ipod video.

Hello,
I have an Ipod video and I created a new playlist in iTunes but it is not updated to the ipod. I al ready tried to update the ipod again and also after a restart of the pc an disconnecting the ipod.
Can anyone tell what I do wrong ?
Thanks.

iPod preferences set to auto-update all playlists?
All items on that playlist ticked?

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