I don't know, I seriously don't understand your "path", and I'll suggest people NOT to follow.
One of the most absurd and unfathomable move by newbies is to purchase lenses to cover the entire range when they don't really know much about photography, and randomly buying stuff because they think they need.
For example, buying 20mmf1.8 (huh?), selling 70-300 for 55-250 (double huh?), buying 50 1.8 (goodness knows why), buying and selling 85 1.8 (nothing better to do?).
I mean.. end up settling for 135L and a kit lens (scratch head).. if the kit lens can provide acceptable sharpness for you.. i doubt you'll even be able to tell the difference between a 135L and the 70-300 at 135, or 55-250 at 135.
My advise is, buy a cheap body, buy a kit lens, buy the best flash you can afford...
Your body will be disposable after a while, you'll realise what you need for lenses later, but you'll find that the same good flash is going to serve you for a v v long time... That's alot more painful to upgrade than the miniscule losses in lenses and bodies..