1)
What is the difference between "le'Shamah", "le'Mashal" and "li'Sheininah"?
1.
Rashi: A source of astonishment (desolation - Targum Onkelos and Tagum Yonasan), a parable and a conversation piece, 1 respectively.
1
Rashi: As in 6:7.
2)
Which era is this Pasuk referring to?
1.
Ramban: It refers to the exile of Aristobulus to Rome - Refer to 28:36:1:3 - when the people were astounded at the fall of the mighty Jewish army.