Who was the first Benedictine to become pope?

Answer 1

Gregory I, also known as St. Gregory or Gregory the Great, the first pope of that name and the last of the four doctors of the Latin Church, was born in Rome about the year 540. His father was Gordianus "the regionary", a wealthy man of senatorial rank, owner of large estates in Sicily and of a palace on the Caelian Hill in Rome; his mother was Silvia, who is commemorated as a saint on the 3rd of November. Of Gregory's early period we know few details, and almost all the dates are conjectural. He received the best education to be had at the time, and was noted for his proficiency in the arts of grammar, rhetoric and dialectic. Entering on a public career he held, about 573, the high office of Prefect of the city of Rome; but about 574, feeling irresistibly attracted to the "religious" life, he resigned his post, founded six monasteries in Sicily and one in Rome, and in the last -- the famous monastery of St. Andrew -- became himself a monk. This grateful seclusion, however, he was not permitted long to enjoy. About 578 he was ordained "seventh deacon" (or possibly archdeacon) of the Roman Church, and in the following spring Pope Pelagius II appointed him "apocrisiarius", or resident ambassador, at the imperial court in Constantinople. Here he represented the interests of his church until about 586, when he returned to Rome and was made abbot of St. Andrew's monastery. His rule, though popular, was characterized by great severity, as may be inferred from the story of the monk Justus, who was denied Christian burial because he had secreted a small sum of money. About this time Gregory completed and published his well-known exposition of the book of Job, commenced in Constantinople; he also delivered lectures on the Heptateuch, the books of Kings, the Prophets, the book of Proverbs and the Song of Songs. To this period, moreover, Bede's incident of the English slave-boys (if indeed it be accepted as historical) ought to be assigned. Passing one day through the Forum, Gregory saw some handsome slaves offered for sale, and inquired their nation. "Angles", was the reply. "Good", said the abbot, "they have the faces of angels, and should be coheirs with the angels in heaven. From what province do they come?" "From Deira." "Deira. Yea, verily, they shall be saved from God's ire and called to the mercy of Christ. How is the king of that country named?" "Aella." "Then must Allelulia be sung in AElla's land." Gregory determined personally to undertake the conversion of Britain, and with the pope's consent actually set out upon the mission, but on the third day of his journey he was overtaken by messengers recalling him to Rome. In the year 590 Pelagius II died of the plague that was raging in the city; whereupon the clergy and people unanimously chose Gregory as his successor. The abbot did his best to avoid the dignity, petitioned the emperor Maurice not to ratify his election, and even meditated going into hiding; but, "while he was preparing for flight and concealment, he was seized and carried off and dragged to the basilica of St. Peter", and there consecrated bishop, on the 3rd of September 590.

Answer 2

Pope Adeodatus II