Couldn't it be that the measurement device (or any other interacting object) "falls" into all of the possible states of the measured system, therefore we see the measurement device itself as a quantum object when we don't interact with it, but every possible "outcome" of the measurement device sees the system as classical. At a higher scale, a human being itself is an object interacting with the measurement device, and every possible "outcome" of the human being sees the device as a classical system, showing a classical system.
At least this explanation does not involve "quantum brains" nor enthropocentrism.
What you describe is really close to the "multiverse interpretation" of quantum mechanics. It is an interesting thought exercise, but it is really important to acknowledge that it is only an interpretation, mathematically equivalent to the other ones, and experimentally unconfirmable.
As to Penrose's ideas on consciousness, they are many other problems with them (see Wikipedia for a quick list of sources; or Scott Aaronson's lecture notes).
Classical mechanics cannot explain a lot of observed behavior of the dual slit experiment - for instance IIRC a single electron or photon can interfere with itself - this cannot be explained with classical mechanics or obviously ordinary experience at human scale.