Trying to drag and drop music in slideshow

I want to play 4 songs from my itunes library to play in this long slideshow and when I click on to drag them down into custom playlist box it won't let me drag the music. It highlights multiple songs when I try to drag and drop. what the....am I doing wrong here

I had the same problem.
Instead of dragging the icon with a vertical movement to the bottom, start with a movement to the left to bring the icon outside the window, then go to the bottom, then to the right to bring the icon in the right place.
In short : instead of "to the bottom", do "left, bottom, right".

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