In 1845 a case involving the validity of his title to the “Commons” property, was decided against him in the Supreme Court of the United States; thus wresting from him at a blow that property and the costly buildings which he had erected upon it.  In consequence of this misfortune and of his abhorrence of repudiation, which, in spite of his determined opposition, had, unhappily, been foisted upon his adopted State, he removed to New Orleans in 1846.  Here, notwithstanding that he had to master a new system of law, he at once took his natural position as a leader of the bar; and but for failing health, would no doubt have in the end repaired his shattered fortunes and made himself a still more brilliant name among the remarkable men of the country.  He died at Natchez, July 1, 1850, in the forty-second year of his age, universally beloved and lamented.  He left a wife and four young children, three of whom still survive.

Mr. Prentiss was a natural orator.  Even as a boy he attracted everybody’s attention by the readiness and charm of his speech.  But all this would have contributed little toward giving him his marvellous power over the popular mind and heart, had he not added to the rare gifts of nature the most diligent culture, a deep study of life and character, and a wonderful knowledge of books.  The whole treasury of general literature—­more especially of English poetry and fiction—­was at his command; Shakespeare, Milton, and Byron he almost knew by heart; with the Bible, Pilgrim’s Progress, and Sir Walter Scott, he seemed to be equally familiar; and from all these sources he drew endless illustrations in aid of his argument, whether it was addressed to a jury, to a judge, to the people, or to the legislative assembly.  When, for example, he undertook to show the wrongfulness of Mississippi repudiation, he would refer to Wordsworth as “a poet and philosopher, whose good opinion was capable of adding weight even to the character of a nation,” and then expatiate, with the enthusiasm of a scholar, upon the noble office of such men in human society.  He had corresponded with Mr. Wordsworth and knew that members of his family had suffered heavily from the dishonesty of the State; and perhaps no passages in his great speeches against repudiation were more effective than those in which he thus brought his fine literary taste and feeling to the support of the claims of public honesty.  This feature of his oratory, together with the large ethical element which entered into it, was, no doubt, a principal source of its extraordinary power.  It would be hard to say in what department of oratory he most excelled.  On this point the following is the testimony of Henry Clay, himself a great orator as well as a great statesman, and one of Mr. P.’s most devoted and admiring friends: