Don't make fun of me, because I feel extremely stupid here, and no amount of Googling the issue has helped.
I have the Series 3 LTE Apple Watch and just signed up for Apple Music. I have an extensive iTunes library including a number of iTunes playlists that sync easily to my iPod nano.
For the love of God, all I want is to load my Workout playlist from iTunes to my Apple Watch without having to manually go through all the 200ish songs one by one and create a new playlist in Apple Music. I have googled and googled. I cannot find a way to do this. When I Google I just don't see some of the options to choose to load this one playlist to Apple Music on my iPhone (which, if I understand it correctly, I would have to go from my MacBook iTunes > iPhone Apple Music > Apple Watch synced playlist.
PLEASE help!! I'm at my wits end.