Ok, if I understand you right, your point is that a tool like a linter will fail to warn about this error. I'm not sure what current (say) Python linters do in situations like that.
But a tool like "go to definition" would work fine, wouldn't it? Maybe you would need a heuristic that guesses what are the possible types b could have, and detects that Tree doesn't have DriveOnExpressway, so it takes you straight to the definition in Car. Certainly, there are more complicated cases where guessing b's type is harder or impossible. I'm not denying that.
But a tool like "go to definition" would work fine, wouldn't it? Maybe you would need a heuristic that guesses what are the possible types b could have, and detects that Tree doesn't have DriveOnExpressway, so it takes you straight to the definition in Car. Certainly, there are more complicated cases where guessing b's type is harder or impossible. I'm not denying that.