What are "Shadmos"?
Rashi: They are grain fields.
Radak: The entire verse is about vines. This is like "umi'Shadmos Amorah" (Devarim 32:32).
Radak based on Targum Yonasan: This refers to the commoners [of Mo'av].
Malbim: It is a place of vineyards and trees.
What is "Umlal"?
Rashi: It is desolate.
What is "Gefen Sivmah"?
Rashi: Sivmah was a place of vineyards (and Cheshbon was a place of grain fields).
Yisrael took all of these places from Sichon (Bamidbar 21:25-26). When did they return to Mo'av?
Rashi: It was when Sancheriv exiled Gad and Reuven. Mo'av, who were nearby, settled there.
Who are "Ba'alei Goyim"?
Radak: They are kings of nations.
Malbim: In the Eli (pestle) used to crush grain of many nations.
What is the meaning of "[Halmu] Serokeha"?
Rashi: It is its choice vines. Radak - this is like "Netatich Sorek" (Yirmeyah 2:21). It refers to the officers.
Malbim: They cut and crushed the branches that overlapped each other.
What is the meaning of "Ad Yazer Naga'u"?
Rashi: They went in exile. The vineyards and grain fields mentioned are a metaphor for camps in the days of these nations.
Malbim: After they cut and crushed the branches, they stretched until Yazer. The Nimshal is about the group of Giborim united together with a strong bond.
Why does it say "Ta'u Midbar"?
Rashi: This is like la'Midbar. Malbim - each fled by himself to the wilderness.
What are "Sheluchoseha"?
Rashi: Its branches [Radak - of the vine that spread out]. They are a metaphor for exiles. Radak - some of Mo'av will be killed, and some will be exiled.
Malbim: These branches are not interwoven. Rather, they are spread out.
What is the meaning of "Niteshu [Avru Yam]"?
Rashi: They were spread [Radak - until they cross the sea]. This is like "u'Netashticha ha'Midbarah" (Yechezkel 29:5).
Malbim: The Nimshal is the rest of the nation, who were not united together for war. They scattered immediately and crossed seas in order to wander to other lands.