Automatic (intelligent) Playlist Sync Problems

Hi,
I am using iPhone 4S running on iOS 8.2 and Itunes for Windows 12.1.1.4 and I have got problem with a special playlist.
I have defined a playlist like this:
Track, which have not been played for more than 2 year
and
have got rating for more than 3 stars and genre is not like pop.
The playlist is working on itunes fine and selects files according to definition. If I play a song on iTunes this sone will be removed from this list on iTunes. This works perfect.
iTunes even syncs this ist to my iPhone without any mistake.
When I play one song on my iPhone from this list the playlist recognizes that I have played this song and is reducing the amount of songs after playing each song. At least I have heard all songs and now my problem is starting.
iTunes does not recognize that I have played these songs on my iPhone and does not update the playlist at iTunes for the on the iPhone played songs.
It seems that there is a sync problem from iOS 8.2 to iTunes 12.1.1.4
Does anybody have got any idea how to fix this problem?
Any help would be appriciated.
CU
Christian

You can make a playlist of your own and set the option yourself. Open iTunes and create a playlist to update your iPod from, call it -My iPod for example (the dash will position it at the top of the playlists in Sources). You can make it a smart playlist that picks the songs for you or just a normal one and drag whatever content you want to have into the playlist. If you are making a smart playlist limit it to just less than the size of your iPod. Now connect your iPod and when it appears in the Source list click on the iPod icon to bring up the preference tabs in the main pane. Go to the Music tab and choose Sync Music and the Selected playlists radio button. Choose the playlist you just made from the selection and click Apply. You can also sync from any existing playlists by choosing the same setting, you just need to make sure that the size of the playlists don't exceed the capacity of your iPod:
How to create a Smart Playlist with iTunes
Syncing Music to iPod
To make a random playlist go to File>New Smart Playlist.
Uncheck "Match the following rule"
Check "Limit to" put the size of the playlist you want to sync in the number box, choose "MB" or "GB" from the first list box, choose "Random" from the next list box. Check "Live Updating"
When you want to change the selection in the smart playlist just delete everything in it and it will add a new selection. When you want to change the normal playlist just delete out what you don't want and drag in a new selection.

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