Poor contextual reasoning happens many times a day among humans. Our threads are full of it. In many cases consequences are neglectable. If the context is unclear and a phrase can be interpreted one way or the other, no magical wisdom is there:

• Clarification is existential: ASK
• Clarification is nice to have: Say something that does not reveal that you have no idea what is meant and try to stimulate that the other reveals contextual information.
• Clarification unnecessary or even unintended: stay in the blind or keep the other in the blind.

Correct associations with few contextual hints is what AGI is about. Narrow AI translation software is even today quite good to figure out context by brute force statistical similarity analysis.