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Thereafter the army marched upon Mecca, and Mahomet completed his plans for a peaceful entry. Zobeir, one of his most trusted commanders, was to enter from the north, Khalid and the Bedouins from the southern or lower suburb, where possible resistance might be met, as it was the most populous and turbulent quarter. Abu Obeida, followed by Mahomet, took the nearest road, skirting Jebel Hind.

Now three champions of the Kureisch came forward to challenge three Muslim of equal birth. Hamza, Ali, and Obeida answered the charge, and in front of the opposing ranks three Homeric conflicts raged. Hamza, the lion of God, and Ali, the sword of the faith, quickly overcame their opponents, but Obeida was wounded before he could spear his man.

As a recompense for his yielding of the leadership to Amru, Abu Obeida was entrusted by Mahomet with the task of reducing the tribe of Joheina to submission.

Obeida, their leader and a cousin of Mahomet, gave the command to shoot, and is renowned henceforth as "he who shot the first arrow for Islam." After a month another essay was made upon a northward-bound caravan by Sa'd, again without success, for he had miscalculated dates and missed his quarry by some days.

He found the task was greater than he had imagined, and sent hurriedly to Medina for reinforcements. Abu Obeida was in command of the new army, and when he came up with Amru there was an angry discussion as to who should be leader. Abu Obeida had the precedent of experience and the asset of having been longer in Mahomet's service than Amru, but he was a mild man, fearful, and a laggard in dispute.