Tell me you've never written any python without telling me you've never written any python...
Those are both syntactically valid lines of code. (it's actually one of python's many warts). They are not ambiguous in any way. one is a number, the other is a tuple. They return something of a completely different type.
My example will unambiguously NOT give an error because they are standard conforming. Which you would have noticed had you actually took 5 seconds to try typing them in the repl.
My reply, "Your example will unambiguously resolve to an error in a standard-conforming Python interpreter." tried to respond to the possibility of such an issue. Even though it's probably not the program behavior you want, Python, being a programming language, will be 100% guaranteed to interpret it unambiguously.
I admit, I should have phrased it a bit more unambiguously than leaving it like that.
Even if it's hard, you can try running a type checker to statically catch such problems. Even if it's not possible in cases of heavy usage of Python's dynamic typing feature, you can just run it and check the behavior at runtime. It might be hard to check, but not impossible.
On the other hand, it's impossible to perform a perfectly consistent "check" on this reply or an email written in a natural language, the person reading it might interpret the message in a completely different way.