Since the new software update I am no longer able to syn my itunes playlist to my ipod nano.  Everything that has been put online since Nov 2014 is not helping, any suggestions?

iTunes latest update has now stopped my ability to sync a specified playlist from my iTunes library to my ipod nano.
All suggestions on line since Novemeber 2014 have not seemed similar to my nano - it is 16gb and very old, not sure what generation.
The screen on this one is long an rectangle and not a touch screen.  A round disk that you run your thumb around has e menu, forward, backward and play/stop button, hope this helps you know which one I am referring to.
Also any iTunes help for my device so far has not addressed and update and how to now use my device.

Okay - let's cut to the chase...
If the Menu Bar (File, Edit... Help) shown in my screenshot below is not visible, use CTRL+B to display it. Then click on Help/Check for Updates. If one is available, you will be able to select it at this time.
Note the item at the bottom of the list; About iTunes. Selecting that will show you which version of iTunes you are using.
An alternative method to display the Menu Bar is click on the box in the top left of your iTunes window...

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