Isaiah 53:9 - 10

Isaiah 53: 9 says:

"And he made his grave with the wicked, and with the rich in his death; because he had done no violence, neither was any deceit in his mouth."

He died among two thieves, as a common criminal, along the road leading into Jerusalem.  He would have been regarded as a criminal, worthy of the death He suffered, by any passer-by.  His grave came as it would to any "wicked" and convicted criminal.

It was a rich man, member of the Sanhedrin, who begged for the body and buried it in a new tomb.  His death was common, terrible, and worthy of the lowest member of society, but His burial would be in an honorable tomb worthy of the rich.  His honorable burial was testament to the fact He had done no violence, nor had there been any deceit come from Him.  Those wishing for a sign to confirm His honor will find it in the juxtaposition of the death He suffered and the burial He was given.

Isaiah 53: 10 says:

"Yet it pleased the Lord to bruise him; he hath put him to grief: when thou shalt make his soul an offering for sin, he shall see his seed, he shall prolong his days, and the pleasure of the Lord shall prosper in his hand."

God will be "pleased" at the Messiah's suffering.  His grief will be joyful to the courts of heaven.  As odd as the comment may seem, it was nevertheless the case.  We have a witness who was there, and saw the rejoicing for Christ's suffering.  Enoch reported:

"And it came to pass that Enoch looked; and from Noah, he beheld all the families of the earth; and he cried unto the Lord, saying: When shall the day of the Lord come? When shall the blood of the Righteous be shed, that all they that mourn may be sanctified and have eternal life?  And the Lord said: It shall be in the meridian of time, in the days of wickedness and vengeance. And behold, Enoch saw the day of the coming of the Son of Man, even in the flesh; and his soul rejoiced, saying: The Righteous is lifted up, and the Lamb is slain from the foundation of the world; and through faith I am in the bosom of the Father, and behold, Zion is with me. (Moses 7: 45-47.)

Christ's death and suffering caused Enoch to "rejoice" at what He had accomplished.  It was joyful.  It was triumphant.  It was the victory that would make it possible for Zion and Enoch to be redeemed.  Therefore it did please God to bruise Christ, to put Him to grief.  And the pleasure of God was in the fruits of that suffering.  It was necessary to garner the victory over the fall of mankind.  It was holy.  It was cause for great joy.

His "seed" include all mankind.  For in His triumph all who die have part.  Victory over death means resurrection will come as the shared inheritance of all those who are descendants of Adam and Eve.  As in Adam all die, even so in Christ are all made alive again.