The context you are missing here is that Charlie Kirk spent a decade crafting this into a wedge issue while gaslighting the informed academics that their answer was wrong.

Kirk would always use the first dictionary definition of “woman” while academics would incorporate both the first and second definitions. And the cultural effect ballooned when this specific question became a meme and a virtue signal.

Forest Valkai explains this all in a few minutes:

https://m.youtube.com/watch?v=M0uCLgFMC-c