Question: The actor nicknamed the "King of Cool" co-starred with Shirley MacLaine and Tony Franciosa ina film released in what year?

Context paragraphs:
Shirley MacLaine: Shirley MacLaine (born Shirley MacLean Beaty; April 24, 1934) is an American film, television and theater actress, singer, dancer, activist and author.  An Academy Award winner, MacLaine received the 40th AFI Life Achievement Award from the American Film Institute in 2012, and received the Kennedy Center Honors for her lifetime contributions to American culture through the performing arts in 2013.  She is known for her New Age beliefs, and has an interest in spirituality and reincarnation.  She has written a series of autobiographical works that describe these beliefs, document her world travels, and describe her Hollywood career.

Anthony Franciosa: Anthony Franciosa (born Anthony George Papaleo, October 25, 1928 – January 19, 2006), usually billed as Tony Franciosa during the height of his career, was an American film, TV and stage actor.  He made several feature films, including "A Face in the Crowd" (1957) and "Career" (1959) for which he won the Golden Globe for Best Actor/Drama.  In television, along with many minor parts, he played lead roles in five television series: the sitcom "Valentine's Day" (1964–65), drama "The Name of the Game" (1968–71), "Search" (1972–73), "Matt Helm" (1975) and "Finder of Lost Loves" (1984).  However, he began as a successful stage actor, gaining a Tony Award nomination for the drug-addiction play "A Hatful of Rain".

Bruno (2000 film): Bruno (released as The Dress Code on DVD and VHS) is a 2000 American film starring Alex D. Linz and Shirley MacLaine.  The film is the first and, as of 2014, the only film ever directed by MacLaine.

The Sweet Ride: The Sweet Ride is an 1968 American counter-culture drama with a few surfer/biker exploitation film elements.  It stars Tony Franciosa, Michael Sarrazin and Jacqueline Bisset in an early starring role.  The film also features Bob Denver in the role of Choo-Choo, a Beatnik piano-playing draft dodger.  Sarrazin and Bisset were nominated for the Golden Globe Award for Most Promising Newcomer, Male and Female respectively.

Shirley MacLaine Live at the Palace: Shirley MacLaine Live at the Palace is a 1976 live album by the actress and singer Shirley MacLaine recorded live at New York City's Palace Theatre.  The show replicated the success MacLaine had with a similar series of concerts earlier in the year at the London Palladium.

A Man Called Gannon: A Man Called Gannon is a 1968 American Western film directed by James Goldstone.  It stars Anthony Franciosa (billed as Tony Franciosa) and Michael Sarrazin.

Dean Martin: Dean Martin (born Dino Paul Crocetti; June 7, 1917 – December 25, 1995) was an American singer, actor, comedian, and film producer.  One of the most popular and enduring American entertainers of the mid-20th century, Martin was nicknamed the "King of Cool" for his seemingly effortless charisma and self-assurance.

Career (1959 film): Career is a 1959 blacklist film drama co-written by Dalton Trumbo and starring Dean Martin, Tony Franciosa, and Shirley MacLaine.

Out on a Limb (book): Out on a Limb is an autobiographical book written by American film actress and dancer Shirley MacLaine in 1983.  It details MacLaine's journeys through New Age spirituality.  The book follows her from southern California to various locations including New York City, Europe, and Hawaii, culminating in a life-changing trip to the Andes Mountains in Peru.  Central characters include David who is, according to MacLaine, a composite character; Gerry Stamford, a married man and fictionalized Labour member of the British House of Commons, with whom MacLaine claimed she had a love affair; and real-life close friend and politician, Bella Abzug.

These Old Broads: These Old Broads is a 2001 television film written by Carrie Fisher and starring her mother Debbie Reynolds, as well as Shirley MacLaine, Joan Collins, and Elizabeth Taylor in her final film role.  In a 2001 BBC "Omnibus" documentary about Elizabeth Taylor, Shirley MacLaine says that Julie Andrews and Lauren Bacall were originally planned to be in the movie.  The role of Miriam Hodges was originally offered to June Allyson.

Supporting paragraphs: Career (1959 film) Dean Martin
Answer: 1959