Tell him the meme isn't funny, thats a start. Not on the group chat because thats nasty, but just tell him one to one. Its really hard to get someone to distance from troons because the new standard is that fags and troons are heckin wholesome and everyone needs to accept them, and if you try to convert him by saying ANYTHING negative you will come off as le evil bigot chud.
Its a rough situation but if you can at least shut down any of the memes thats a beginning. Tell him its not funny to send cropped porn. If possible you could get him to spend less time with them by spending more time with him yourself, but that won't stop him completely from hanging out with the troons