Tool complexity isn't really to do with size or complexity of design, although size affects runtime. It's a question of how accurate the physical modelling is and how well manufacturers trust an OK from the tools. And whether the engineers trust the tools and can use them effectively.
There aren't all that many design tool companies, too. Remember I worked for one. The Cadence/Synopsys duopoly is quite strong for the usual reasons.
Fundamentally what you're asking is for someone to make a quarter-million-dollar+ bet on async. It's easy to say "sure it'll be great" when it's not your money.
(Maybe the easy way to do it is to build an app for sending "yo!" to your friends, raise the $1.5m VC, and spend it on silicon instead...)
(Less snarky edit: you know that async isn't a magic dust to apply to existing designs, and that someone would have to write an entirely new core targeting RISC-V in an async style?)
I have no doubt that will eventually happen. There are lots of RISC-V designs already and more underway. If async is really a win, someone wanting to prove that will do a RISC-V chip with it.
I can't see anything about RISC-V (or any ISA!) that makes a difference to those four points.