An answer can perhaps be given in terms of the capabilities of the now defunct Arecibo radar facility. This was the most powerful radar system, as summarised in Venditti et al. (2023).
Arecibo had a 1MW transmitter, with a beam of 2 arcminutes. It was capable of studying near Earth asteroids of size $\sim 140$ m out to distances of 0.1 au. It has been used to study the more distant Galilean moons of Jupiter and Titan around Saturn. I cannot find evidence that it has been used to observe Pluto or any Trans-Neptunian Objects (TNOs).
The signal to noise (SN) of a radar observation depends on the inverse 4th power of the distance to the reflecting object and (roughly) on the square of the object's radius. If 140m asteroids can be studied with a SN$=50$ at $d=0.1$ au (Venditti et al.), then they might be barely detected with SN$=5$ at 0.18 au.
If we now put these objects at say 50 au, then the minimum size of a detectable object would be $10^7$ m in radius. i.e. an object larger than the Earth would be barely detectable.
To even detect a Pluto-sized object at 50 au would need a radar with about 100 times the power or a dish with 100 times the collecting area.
Then, bear in mind that this is only looking at a patch of sky of a few square arcminutes. i.e. It is not mapping the sky, it is pointing at a known position of an object and the whole sky comprises of more than 10 million sky patches of this size, each one of which would need a beamed 100 MW radar signal to be sent towards it.
Never say never, but I think it can be safely ruled out with current technology and 100 billion dollars (you possibly couldn't even provide the power required for 100 billion dollars, it depends how long each observation lasts).