Luke 19:43

“For the days shall come upon thee, etc.] Suddenly, and very quickly, as they did within forty years after this: that thine enemies; the Romans, and such the Jews took them to be, and might easily understand who our Lord meant: shall cast a trench about thee, and compass thee round, and keep thee in on every side: which was not only verified in the Roman armies closely besieging them; but particularly in this, as Josephus relates f643 that Titus built a wall about the city, of thirty nine furlongs long, and thirteen forts in it which reached ten furlongs, and all done in three days time; by which means they were pent up, starved, and famished, and reduced to inexpressible distress.”

“a trench--a rampart; first of wood, and when this was burnt, a built wall, four miles in circuit, built in three days--so determined were they. This "cut off all hope of escape," and consigned the city to unparalleled horrors. (See JOSEPHUS, Wars of the Jews, 6.2; 12.3,4.) All here predicted was with dreadful literally fulfilled.”

“He wept over it - Showing his compassion for the guilty city, and his strong sense of the evils that were about to come upon it. See the notes at Matthew 23:37-39. As he entered the city he passed over the Mount of Olives. From that mountain there was a full and magnificent view of the city. See the notes at Matthew 21:1. The view of the splendid capital - the knowledge of its crimes - the remembrance of the mercies of God toward it - the certainty that it might have been spared if it had received the prophets and himself - the knowledge that it was about to put “him,” their long-expected Messiah, to death, and “for” that to be given up to utter desolation - affected his heart, and the…”

“Thine enemies shall cast a trench about thee, and compass thee around - All this was exactly performed by Titus, the Roman general. Luke 19:44”

“19:43-44 Jesus foretold the siege and destruction of Jerusalem by the Romans in AD 70. The Jewish historian Josephus describes the horrific suffering of the inhabitants of Jerusalem during the Roman siege (War 5.1.1–7.1.1). • will not leave a single stone in place: This is an image of total devastation.”

“the days: Luk 21:20-24; Deu 28:49-58; Psa 37:12, Psa 37:13; Dan 9:26, Dan 9:27; Mat 22:7, Mat 23:37-39; Mar 13:14-20; Th1 2:15, Th1 2:16 cast: Or, "cast a bank" or rampart χαραξ \[Strong's G5482\]. This was literally fulfilled when Jerusalem was besieged by Titus; who surrounded it with a wall of circumvallation in three days, though not less than 39 furlongs in circumference; and when this was effected, the Jews were so enclosed on every side, that no person could escape from the city, and no provision could be brought in. Isa 29:1-4; Jer 6:3-6 Luke 19:44”