Yes, unless you count WTA 125 tournaments. She only played in a few main draws before this, maybe 3 or 4. She always lost R1 though.
I think this was her first top 100 win ever. She almost beat Kontaveit in 2020 in Fed Cup (I think she was up a set and a break).
She was actually a top 50 junior and was hyped more than Sakkari for example. At age 18 she was already ranked 350 (which is good especially for a player from Greece since she doesn't receive wildcards like players from other countries). Then her progress stopped. I read some recent interviews where she said her family knew nothing about tennis and they made a lot of mistakes in managing her career (unlike Sakkari and Tsitsipas who had parents who were involved in the sport, I know Grammatikopoulou has said similar things that her parents know nothing about tennis and that they made poor decisions too, and obviously the Greek tennis federation is not strong like Australia or USA), also her style of play is ultra-defensive and some coaches abroad tried to change her to make her more aggressive and then her results started going downhill once she tried to make these changes. She didn't name specific coaches but I know she was at Juan Carlos Ferrero's academy for some years and her results were bad during that time so one can draw conclusions...
It seems that now she has finally embraced her defensive style of play and it seems to be paying off, as she is getting much better results the last 2-3 years and finally moving into the top 300, then top 200, then top 150 (even though it was only for a week or two) and who knows, maybe even top 100 soon. Also it looks like her brother coaches her now, after years of spending money on Spanish and Italian coaches instead.
Also it's pretty cool that Papamichail and Grammatikopoulou get to represent our country in Grand Slams as they are from Preveza and Kilkis. These are small cities which if you knew them, would not expect anyone from there to make it as a professional tennis player, especially since it's not like Greece is some tennis powerhouse.