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Israel bombed a suspected shipment of antiaircraft missiles in Syria on Wednesday, according to regional and U.S. officials, in its most ambitious strike inside its neighbor’s territory in nearly two chaotic years of civil war there.

The early-morning strike in a border area west of Damascus targeted a convoy of trucks carrying Russian-made SA-17 missiles to Hezbollah, the anti-Israel Shiite militant and political group in Lebanon, according to a Western official briefed on the raid.

Israeli officials declined to comment on the report, and to a Syrian allegation that Israel had bombed a Syrian military facility.

A strike draws Israel further into Syria’s conflict—a civil war that has already deepened the region’s divides as its powers have taken sides with arms and funding. It also marked a challenge to Iran, which has backed and financed Hezbollah.

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