Personally I feel like if you have to ask, I’d lean towards caution and not sending it. I mean, best case she gets a chuckle out of it, worse case it kinda creeps her out.

If you’re unambiguously an ally and she has seen proof of/knows this, most trans people I know would be fine with it. I’m not sure the risk/reward is worth it though (and tbh I’d say the same for sending memes to any coworkers one’s not on more familiar terms with)