If I understand the specification aright, there is the dialogue of six plays to cover. Tricky, but hardly vast. Doubtless you will have asked your pupils to read at least some of the plays in English over the summer.

A fascinating puzzle. My hunch is that the painting will have a specific significance to its sponsor or patron, who is probably the figure being presented with the wreath. But it is not a laurel wreath. We would expect the patron to be a poet; he is holding what seems to be a book in [...]