For all the special move type achievements like this one, I highly recommended you check out the tutorial at the start of the main menu and familiarize yourself with the button mechanics of NHL 21.
For 'Apple a day',
I found this easiest in 3v3s. This is just due to the fast paced nature of the mode and you can set it to Rookie difficulty. Playing online might help too since you get a lot of 2 on 1's.
Once you're in a 2 on 1 (or 2 on 0 even) situation, make sure you're making the pass with the winger on his off wing. That is to say LEFT handed shot passing from the right and a righty passing from the left side.
With this winger, GLIDE > hold
and aim it over with
across the crease for a one timer to you other forward. Try to immediately have him hit it in by holding
to get that one timer goal after the pass.
Either way, you need to get a nice clean glide, click in the correct deke and pass it over for a goal. The assist has to be between the legs. You don't have to be position locked for this one.
Keep trying it can be tricky, you'll get it.