I personally found the easiest way to practice the “pop” part of the trick was to just simply practice throwing a basic sleeper style throw. Immediately upon releasing the yoyo begin your pull up on the string to effectively get the “pop” to a consistent height.
After you feel comfortable getting a consistent pop I would then add in the regen element. I do notice it does take quite a bit of an upward pull on the string while the yoyo is heading down to obtain a high enough pop to then feed the string back in front of it.
Practice this and get your muscle memory down with it, and you should have no problem replicating it with the regen element added.
Side note on chasing your throw all over your basement, I practiced this trick while facing a wall since the majority of the time i would miss the yoyo during the regen and pop. At least this way the yoyo would roll into the wall instead of across my house, save yourself a bit of travel time between throws.