The quality that enables philosophical prophecy is wisdom. Wisdom is based on self knowledge and making the unconscious conscious. Is there a good example of a contemporary philosophical prophet? There are many people who come to mind: Christopher Hedges, Michel Foucault, Noam Chomsky, Kurt Vonnegut, Bruce Cockburn, Bob Dylan, Naomi Klein, Amy Goodman, Rachel Carson, Barbara Lee, Angela Davis, Krista Tippet, and Tami Simon.
Krista Tippett writes in the introduction to her book, Becoming Wise, "This daunting and wondrous century is throwing open basic questions the twentieth century thought it had answered. Our questions are intimate and civilizational all at once - definitions of when life begins and when death happens; the meaning of marriage and family and identity; of our relationship to the natural world; of our relationship to technology and our relationship through technology." p.2
Krista Tippett's book, podcast, and web site are well worth exploring.